• Thumbnail for Enamine
    An enamine is an unsaturated compound derived by the condensation of an aldehyde or ketone with a secondary amine. Enamines are versatile intermediates...
    17 KB (1,800 words) - 14:54, 13 May 2023
  • Thumbnail for Stork enamine alkylation
    The Stork enamine alkylation involves the addition of an enamine to a Michael acceptor (e.g., an α,β -unsaturated carbonyl compound) or another electrophilic...
    3 KB (404 words) - 10:57, 12 February 2024
  • Thumbnail for Michael addition reaction
    pattern. Non-carbon nucleophiles such as water, alcohols, amines, and enamines can also react with an α,β-unsaturated carbonyl in a 1,4-addition. Some...
    27 KB (2,825 words) - 08:27, 20 March 2024
  • Thumbnail for Enders SAMP/RAMP hydrazone-alkylation reaction
    reactions. In 1963, G. Stork reported the first enamine alkylation reaction for ketones - Stork enamine alkylation reaction. In 1976, Meyers reported the...
    23 KB (2,515 words) - 15:15, 4 April 2024
  • ketone) initially forms a phenylhydrazone which isomerizes to the respective enamine (or 'ene-hydrazine'). After protonation, a cyclic [3,3]-sigmatropic rearrangement...
    6 KB (449 words) - 18:55, 25 October 2023
  • Thumbnail for Aldol reaction
    titanium tetrachloride. In the Stork enamine alkylation, secondary amines form enamines when exposed to ketones. These enamines then react (possibly enantio­selectively)...
    38 KB (4,057 words) - 21:53, 6 April 2024
  • aldehydes toward nucleophilic addition by formation of enamines (e.g. used in the Stork enamine alkylation): International Union of Pure and Applied Chemistry...
    8 KB (589 words) - 14:40, 29 June 2023
  • Thumbnail for Tetrakis(dimethylamino)ethylene
    Tetrakis(dimethylamino)ethylene (category Enamines)
    CH3), classified as an enamine. It is a colorless liquid. Primary and secondary enamines tend to isomerize, but tertiary enamines are kinetically stable...
    6 KB (465 words) - 22:01, 4 May 2024
  • Nitrogen Amine Enamine Ammonium Hydrazo Nitrene Imine Oxime Hydrazone Azo Amide Imidate Amidine Carbamate Imide Nitrile Isonitrile Cyanate Isocyanate...
    12 KB (1,407 words) - 21:49, 19 April 2024
  • Thumbnail for Solanidine
    isomerized to enamine 3 (94%). This enamine was then subjected to another isomerization, which yielded the more thermodynamically more stable enamine 4. NaIO4-oxidation...
    10 KB (866 words) - 15:06, 24 January 2024
  • Thumbnail for Ketone
    ammonia or a primary amine gives an imine With secondary amine gives an enamine With Grignard and organolithium reagents to give, after aqueous workup...
    25 KB (2,948 words) - 23:08, 15 April 2024
  • Thumbnail for Ester
    Nitrogen Amine Enamine Ammonium Hydrazo Nitrene Imine Oxime Hydrazone Azo Amide Imidate Amidine Carbamate Imide Nitrile Isonitrile Cyanate Isocyanate...
    41 KB (4,351 words) - 00:19, 1 May 2024
  • Thumbnail for LSD
    electron delocalisation with the indole ring.[citation needed] LSD also has enamine-type reactivity because of the electron-donating effects of the indole...
    162 KB (16,532 words) - 08:30, 2 May 2024
  • Thumbnail for Piperidine
    is widely used to convert ketones to enamines. Enamines derived from piperidine are substrates in the Stork enamine alkylation reaction. Upon treatment...
    17 KB (1,468 words) - 15:58, 6 April 2024
  • Thumbnail for Hantzsch pyrrole synthesis
    the β carbon of the β-ketoesters (2), and eventually forming an enamine (3). The enamine then attacks the carbonyl carbon of the α-haloketone (4). This...
    5 KB (538 words) - 09:58, 2 July 2023
  • subsequent hydrolysis of the remaining aluminium and iron. Acetals, imines, and enamines can be converted back into ketones by treatment with excess water under...
    18 KB (2,269 words) - 16:20, 12 April 2024
  • Thumbnail for Ibogaine
    and reduction by dihydroprecondylocarpine acetate synthase (DPAS), an enamine intermediate is formed. The intermediate undergoes fragmentation to produce...
    56 KB (5,783 words) - 19:51, 2 April 2024
  • from o-nitrotoluenes 1.[1][2][3] The first step is the formation of an enamine 2 using N,N-dimethylformamide dimethyl acetal and pyrrolidine.[4] The desired...
    4 KB (473 words) - 09:29, 14 June 2023
  • Thumbnail for Isothiazole
    bonded are far more common. Isothiazones are produced by oxidation of enamine-thiones. The ring structure of isothiazole is incorporated into larger...
    3 KB (181 words) - 21:07, 29 October 2023
  • varying proportions. The active species is the hexafluoropropylamine; any enamine is converted into this by the hydrogen fluoride byproduct as the reaction...
    2 KB (242 words) - 21:29, 15 April 2020
  • Thumbnail for Amine
    R'_2CH-NHR}}} Similarly, secondary amines react with ketones and aldehydes to form enamines: R 2 NH + R ′ ( R ″ CH 2 ) C = O ⟶ R ″ CH = C ( NR 2 ) R ′ + H 2 O {\displaystyle...
    34 KB (3,533 words) - 23:11, 9 March 2024
  • the modern field of asymmetric organocatalysis. Researches on asymmetric enamine catalysis applied to important intermediates in steroids synthesis is due...
    22 KB (2,633 words) - 04:33, 13 April 2024
  • Thumbnail for Nitrate
    Nitrogen Amine Enamine Ammonium Hydrazo Nitrene Imine Oxime Hydrazone Azo Amide Imidate Amidine Carbamate Imide Nitrile Isonitrile Cyanate Isocyanate...
    26 KB (2,791 words) - 10:53, 30 April 2024
  • Betti reaction Kabachnik–Fields reaction Pictet–Spengler reaction Stork enamine alkylation Nitro-Mannich reaction Smith, Michael B.; March, Jerry (2007)...
    10 KB (1,013 words) - 23:01, 13 January 2024
  • Thumbnail for Phenyl group
    Nitrogen Amine Enamine Ammonium Hydrazo Nitrene Imine Oxime Hydrazone Azo Amide Imidate Amidine Carbamate Imide Nitrile Isonitrile Cyanate Isocyanate...
    9 KB (1,042 words) - 08:37, 15 October 2023
  • Thumbnail for Cyclohexanone
    treatment with trimethylsilylchloride in the presence of base. It forms an enamine with pyrrolidine. Treatment with nitrosyl chloride and ethanol in sulfur...
    12 KB (883 words) - 13:15, 2 May 2024
  • of proline in the transition state determine the reaction outcome. An enamine is formed during the reaction and only one proline molecule is involved...
    20 KB (1,846 words) - 20:19, 24 September 2022
  • Thumbnail for Amide
    Nitrogen Amine Enamine Ammonium Hydrazo Nitrene Imine Oxime Hydrazone Azo Amide Imidate Amidine Carbamate Imide Nitrile Isonitrile Cyanate Isocyanate...
    22 KB (2,121 words) - 00:25, 3 April 2024
  • reactions, and performed pioneering work on enamine chemistry, leading to development of the Stork enamine alkylation.: 111  It is believed he was responsible...
    14 KB (1,232 words) - 07:16, 13 August 2023
  • [3+3]cycloaddition between a cyclic enone and an enamine catalyzed by n-butyllithium is a Stork enamine / 1,2-addition cascade reaction: IronDiiminopyridine...
    11 KB (1,261 words) - 17:18, 22 January 2024